CN111423733A - Novel lanthanum orotate composite PVC heat stabilizer - Google Patents

Novel lanthanum orotate composite PVC heat stabilizer Download PDF

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CN111423733A
CN111423733A CN202010271952.2A CN202010271952A CN111423733A CN 111423733 A CN111423733 A CN 111423733A CN 202010271952 A CN202010271952 A CN 202010271952A CN 111423733 A CN111423733 A CN 111423733A
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lanthanum
orotate
heat stabilizer
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novel
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叶锋
叶秋枫
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University of Shaoxing
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/07—Aldehydes; Ketones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3462—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • C08L27/06—Homopolymers or copolymers of vinyl chloride
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/08—Stabilised against heat, light or radiation or oxydation

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  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
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Abstract

The invention belongs to the field of heat stabilizers, and particularly relates to a novel lanthanum orotate composite PVC heat stabilizer which takes lanthanum orotate as a heat stabilizer to form a synergistic effect with dibenzoyl methane, wherein the specific formula comprises 30-80 parts of lanthanum orotate, 10-75 parts of calcium stearate, 0-55 parts of zinc stearate, 0-20 parts of dibenzoyl methane, 0-30 parts of pentaerythritol and 0-30 parts of epoxidized soybean oil. Meanwhile, discloses a specific preparation method of the lanthanum orotate. The invention fills the blank of the heat stabilizer field for the lanthanum orotate, and utilizes the synergistic effect formed by the lanthanum orotate and the dibenzoyl methane to improve the performance of the PVC stabilizer.

Description

Novel lanthanum orotate composite PVC heat stabilizer
Technical Field
The invention belongs to the field of heat stabilizers, and particularly relates to a novel lanthanum orotate composite PVC heat stabilizer.
Background
Polyvinyl chloride (PVC) is widely applied to the fields of profiles, pipes, sheets, decorative films and the like, and is one of five general resins. However, because PVC has poor thermal stability, and chain decomposition of PVC can occur due to long-term illumination or heating, which affects the color and mechanical properties of PVC, a thermal stabilizer needs to be added to inhibit the degradation of PVC. For the heat stabilizer commonly used in the prior stage, lead salts are gradually eliminated due to the pollution problem, liquid mixed metal salts are troubled by the volatility problem of organic compounds, organic tin salts have high price and large peculiar smell, and composite metal salts need to be added with auxiliary stabilizers to improve the long-term stability.
Rare earth heat stabilizers have attracted much attention in recent years because of their excellent light and heat stability and their non-toxic and environmentally friendly properties. At present, scholars at home and abroad research a plurality of organic acid rare earths, such as stearic acid rare earth, histidine rare earth, ricinoleic acid rare earth and the like, and a plurality of high-efficiency and environment-friendly novel rare earth varieties are put into use, so that expensive organic tin and heavy metal heat stabilizers containing toxic substances are partially replaced. In addition, China is a big rare earth country and has rich corresponding resources, so the research and development of a novel rare earth heat stabilizer has wide prospects. The research of the literature finds that the urea compound can replace allyl chloride to improve the thermal stability of PVC, and the orotic acid which is a heterocyclic urea compound can be naturally generated by human intestinal flora and is also called pyrimidinic acid or vitamin B13 and is widely applied to the fields of medicines and the like.
However, a heat stabilizer in which orotic acid is combined with a rare earth element has not been disclosed.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides a novel lanthanum orotate composite PVC heat stabilizer, which solves the blank of the heat stabilizer of orotate, and the lanthanum orotate is used as the heat stabilizer to form a synergistic effect with dibenzoyl methane, so that the heat stability is greatly improved.
In order to achieve the technical purpose, the technical scheme of the invention is as follows:
the novel lanthanum orotate composite PVC heat stabilizer comprises the following components in parts by mass:
30-80 parts of lanthanum orotate, 10-75 parts of calcium stearate, 0-55 parts of zinc stearate, 0-20 parts of dibenzoyl methane, 0-30 parts of pentaerythritol and 0-30 parts of epoxidized soybean oil.
The mass of the heat stabilizer added into the PVC is 1-5% of the mass of the PVC.
The lanthanum lactate is prepared by taking orotic acid monohydrate, lanthanum nitrate and sodium hydroxide as raw materials and heating in a reflux water bath for reaction.
The preparation method of the lanthanum orotate comprises the following steps:
step 1, adding orotic acid into distilled water to form an orotic acid solution, then adding lanthanum nitrate, and stirring until the lanthanum nitrate is completely dissolved to obtain a mixed solution;
step 2, slowly dropwise adding a sodium hydroxide solution into the mixed solution, continuously stirring, heating in a reflux water bath for reaction for 1-3h, and filtering while hot to obtain a precipitate;
and 3, slowly washing the precipitate for many times by using distilled water until the pH value is neutral, and then drying the precipitate in an oven for 5-10 hours to obtain the lanthanum orotate.
The orotic acid, the lanthanum nitrate and the sodium hydroxide are mixed according to the mass ratio of 1:1: 3.
The dropping temperature of the sodium hydroxide solution is 75 ℃, and the dropping speed is 1-3m L/min.
The temperature at which the precipitate was dried was 80 ℃.
From the above description, it can be seen that the present invention has the following advantages:
1. the invention solves the blank of the heat stabilizer of the orotic acid, and the lanthanum orotate is used as the heat stabilizer to form a synergistic effect with the dibenzoyl methane, thereby greatly improving the heat stability.
2. The invention utilizes the orotic acid as the organic acid to combine with the lanthanum nitrate to form the orotic acid lanthanum, which not only has good thermal stability, but also belongs to green and environment-friendly materials.
3. According to the invention, the thermal stability effect of the composite stabilizer is improved and the variety of the organic acid rare earth stabilizer is expanded by utilizing the synergistic effect of the lanthanum orotate, the calcium stearate, the zinc stearate, the dibenzoylmethane, the pentaerythritol and the epoxidized soybean oil on the thermal stability of PVC.
Drawings
FIG. 1 is an FTIR spectrum of orotic acid and lanthanum orotate in an example of the present invention
FIG. 2 shows the effect of different heat stabilizers on the heat stability of PVC according to example 5 of the present invention.
FIG. 3 is a graph showing the effect of different ratios L aOr/DBM on the color change performance of PVC test specimens according to example 6 of the present invention.
Detailed Description
An embodiment of the present invention is described in detail with reference to fig. 1 to 3, but the present invention is not limited in any way by the claims.
Example 1
The novel lanthanum orotate composite PVC heat stabilizer comprises the following components in parts by mass:
30 parts of lanthanum orotate, 10 parts of calcium stearate, 1 part of zinc stearate, 1 part of dibenzoyl methane, 1 part of pentaerythritol and 1 part of epoxidized soybean oil.
The mass of the heat stabilizer added into the PVC is 1 percent of the mass of the PVC.
The lanthanum lactate is prepared by taking orotic acid monohydrate, lanthanum nitrate and sodium hydroxide as raw materials and heating in a reflux water bath for reaction.
The preparation method of the lanthanum orotate comprises the following steps:
step 1, adding orotic acid into distilled water to form an orotic acid solution, then adding lanthanum nitrate, and stirring until the lanthanum nitrate is completely dissolved to obtain a mixed solution;
step 2, slowly dropwise adding a sodium hydroxide solution into the mixed solution, continuously stirring, heating in a reflux water bath for reaction for 1 hour, and filtering while hot to obtain a precipitate;
and 3, slowly washing the precipitate for many times by using distilled water until the pH value is neutral, and then drying the precipitate in an oven for 5 hours to obtain the lanthanum orotate.
The orotic acid, the lanthanum nitrate and the sodium hydroxide are mixed according to the mass ratio of 1:1: 3.
The dropping temperature of the sodium hydroxide solution is 75 ℃, and the dropping speed is 1m L/min.
The temperature at which the precipitate was dried was 80 ℃.
Example 2
The novel lanthanum orotate composite PVC heat stabilizer comprises the following components in parts by mass:
80 parts of lanthanum orotate, 75 parts of calcium stearate, 55 parts of zinc stearate, 20 parts of dibenzoyl methane, 30 parts of pentaerythritol and 30 parts of epoxidized soybean oil.
The mass of the heat stabilizer added into the PVC is 5 percent of the mass of the PVC.
The lanthanum lactate is prepared by taking orotic acid monohydrate, lanthanum nitrate and sodium hydroxide as raw materials and heating in a reflux water bath for reaction.
The preparation method of the lanthanum orotate comprises the following steps:
step 1, adding orotic acid into distilled water to form an orotic acid solution, then adding lanthanum nitrate, and stirring until the lanthanum nitrate is completely dissolved to obtain a mixed solution;
step 2, slowly dropwise adding a sodium hydroxide solution into the mixed solution, continuously stirring, heating in a reflux water bath for reaction for 3 hours, and filtering while hot to obtain a precipitate;
and 3, slowly washing the precipitate for many times by using distilled water until the pH value is neutral, and then drying the precipitate in an oven for 10 hours to obtain the lanthanum orotate.
The orotic acid, the lanthanum nitrate and the sodium hydroxide are mixed according to the mass ratio of 1:1: 3.
The dropping temperature of the sodium hydroxide solution is 75 ℃, and the dropping speed is 3m L/min.
Example 3
The novel lanthanum orotate composite PVC heat stabilizer comprises the following components in parts by mass:
50 parts of lanthanum orotate, 45 parts of calcium stearate, 20 parts of zinc stearate, 10 parts of dibenzoyl methane, 15 parts of pentaerythritol and 15 parts of epoxidized soybean oil.
The mass of the heat stabilizer added into the PVC is 1-5% of the mass of the PVC.
The lanthanum lactate is prepared by taking orotic acid monohydrate, lanthanum nitrate and sodium hydroxide as raw materials and heating in a reflux water bath for reaction.
The preparation method of the lanthanum orotate comprises the following steps:
step 1, adding orotic acid into distilled water to form an orotic acid solution, then adding lanthanum nitrate, and stirring until the lanthanum nitrate is completely dissolved to obtain a mixed solution;
step 2, slowly dropwise adding a sodium hydroxide solution into the mixed solution, continuously stirring, then heating in a reflux water bath for reaction for 2 hours, and filtering while hot to obtain a precipitate;
and 3, slowly washing the precipitate for many times by using distilled water until the pH value is neutral, and then drying the precipitate in an oven for 8 hours to obtain the lanthanum orotate.
The orotic acid, the lanthanum nitrate and the sodium hydroxide are mixed according to the mass ratio of 1:1: 3.
The dropping temperature of the sodium hydroxide solution is 75 ℃, and the dropping speed is 2m L/min.
The temperature at which the precipitate was dried was 80 ℃.
Example 4
Orotic acid monohydrate (1.56g, 0.01mol), lanthanum nitrate (5.85g, 0.01mol) and sodium hydroxide (1.2g, 0.03mol) were prepared in a mass ratio of 1:1:3, and then dissolved in 30ml of distilled water, respectively. And assembling a reflux water bath heating device, slowly dropwise adding a sodium hydroxide solution into a mixed solution of lanthanum nitrate and orotic acid at 75 ℃, continuously stirring, and continuously reacting for 1h after dropwise adding is finished. After the reaction was completed, the hot solution was filtered, the filter cake was slowly washed with distilled water several times until the pH was neutral, and then placed in a petri dish and oven-dried at 80 ℃ for 5 hours to obtain the desired product with a calculated yield of 81.6%.
The FTIR spectra of orotic acid and lanthanum orotate are shown in fig. 1. 3500-3250 cm of lanthanum orotate spectrogram-1There is a stretching vibration peak of-OH, compared with the vibration peak on the orotic acid spectrogram, the stretching vibration peak shifts to the right, and the-OH group in the orotic acid is shown to participate in the reaction. Simultaneously, the thickness is 1500-1250 cm-1The lanthanum orotate spectrum was found to have one less-COOH absorption peak than the orotate spectrum, and thus it was found that-COOH had also reacted therein. Furthermore, the lanthanum orotate spectrum is 750cm-1There is an L a-O absorption peak.
Example 5
Lanthanum orotate testing of PVC thermal stability (lanthanum orotate, below, using the product prepared in example 1)
The results of oven discoloration data for both neat PVC and PVC with added stabilizers such as L aOr are shown in FIG. 2, from which it is seen that zinc stearate (ZnSt) was added2) The group of samples turned black rapidly after 10min due to the "zinc burn" phenomenon after the heat stabilizer, while the group containing Ca/Zn heat stabilizer was observed due to the addition of calcium stearate (CaSt)2) Will react with ZnCl2The reaction produces CaCl without catalytic activity2The "zinc burn" phenomenon was significantly delayed compared to the other three groups, the PVC samples added with L aOr were very good in both initial whiteness and late stability, and did not turn black even after 120min, probably because HCl generated during the decomposition of PVC was absorbed by the orotate structure of L aOr, slowing down chain decomposition2Comparison of the whiteness of samples of PVC/L aOr and of pure PVC, it is possible to see PVC/L aOr and PVC/ZnSt2The samples all had comparable whiteness, indicating that L aOr is likely to be comparable to ZnSt2Similarly, active chlorine atoms contained in the PVC long chain can be replaced under specific conditions, so that the generation of conjugated double bonds in the initial degradation stage of PVC is further prevented, and the initial whiteness is ensured.
Example 6
Synergistic effect of lanthanum orotate with other stabilizers.
Dibenzoyl methane (DBM) is used as a compound heat stabilizer, and dibenzoyl methane (DBM) is used as an β -diketone auxiliary stabilizer, so that the effect is poor when the DBM is used alone.
The following table shows the thermal stability times of 5 PVC samples containing L aOr/DBM in different ratios:
LaOr/DBM 3.0/0.0 2.4/0.6 1.8/1.2 1.2/1.8 0.6/2.4
Ts/min 11.15 11.87 12.50 10.87 8.72
as can be seen from the table, the thermal stability time was gradually increased with increasing DBM addition, and the best results were achieved with a L aOr/DBM ratio of 1.8/1.2 (time 12.5min), but the thermal stability time decreased with further decrease in L aOr content, indicating that there was indeed a certain synergy between L aOr and DBM.
FIG. 3 shows the effect of L aOr/DBM with different ratios on the discoloration performance of PVC samples, as shown in the figure, the thermal stability effect is increased and then decreased along with the increase of DBM content, and the initial whiteness of the samples is improved remarkably after the DBM and the DBM are compounded, wherein, when the L aOr/DBM ratio is 1.2/1.8, the samples heated for 50min at 180 ℃ still have good whiteness and show obvious synergistic effect, on one hand, because DBM can replace unstable chlorine atoms in a PVC chain through a C-alkylation process, on the other hand, because L aOr contains urea compounds capable of replacing allyl chloride, and lanthanum has the particularity of 4f orbital electron filling and can also be used as a central ion to coordinate with active chlorine on PVC, so as to reduce the formation of conjugated double bonds and achieve the whitening effect.
In summary, the invention has the following advantages:
1. the invention solves the blank of the heat stabilizer of the orotic acid, and the lanthanum orotate is used as the heat stabilizer to form a synergistic effect with the dibenzoyl methane, thereby greatly improving the heat stability.
2. The invention utilizes the orotic acid as the organic acid to combine with the lanthanum nitrate to form the orotic acid lanthanum, which not only has good thermal stability, but also belongs to green and environment-friendly materials.
3. According to the invention, the thermal stability effect of the composite stabilizer is improved and the variety of the organic acid rare earth stabilizer is expanded by utilizing the synergistic effect of the lanthanum orotate, the calcium stearate, the zinc stearate, the dibenzoylmethane, the pentaerythritol and the epoxidized soybean oil on the thermal stability of PVC.
It should be understood that the detailed description of the invention is merely illustrative of the invention and is not intended to limit the invention to the specific embodiments described. It will be appreciated by those skilled in the art that the present invention may be modified or substituted equally as well to achieve the same technical result; as long as the use requirements are met, the method is within the protection scope of the invention.

Claims (7)

1. A novel lanthanum orotate composite PVC heat stabilizer is characterized in that: the heat stabilizer comprises the following components in percentage by mass:
30-80 parts of lanthanum orotate, 10-75 parts of calcium stearate, 0-55 parts of zinc stearate, 0-20 parts of dibenzoyl methane, 0-30 parts of pentaerythritol and 0-30 parts of epoxidized soybean oil.
2. The novel lanthanum orotate composite PVC heat stabilizer according to claim 1, characterized in that: the mass of the heat stabilizer added into the PVC is 1-5% of the mass of the PVC.
3. The novel lanthanum orotate composite PVC heat stabilizer according to claim 1, characterized in that: the lanthanum lactate is prepared by taking orotic acid monohydrate, lanthanum nitrate and sodium hydroxide as raw materials and heating in a reflux water bath for reaction.
4. The novel lanthanum orotate composite PVC heat stabilizer according to claim 3, characterized in that: the preparation method of the lanthanum orotate comprises the following steps:
step 1, adding orotic acid into distilled water to form an orotic acid solution, then adding lanthanum nitrate, and stirring until the lanthanum nitrate is completely dissolved to obtain a mixed solution;
step 2, slowly dropwise adding a sodium hydroxide solution into the mixed solution, continuously stirring, heating in a reflux water bath for reaction for 1-3h, and filtering while hot to obtain a precipitate;
and 3, slowly washing the precipitate for many times by using distilled water until the pH value is neutral, and then drying the precipitate in an oven for 5-10 hours to obtain the lanthanum orotate.
5. The novel lanthanum orotate composite PVC heat stabilizer according to claim 4, characterized in that: the orotic acid, the lanthanum nitrate and the sodium hydroxide are mixed according to the mass ratio of 1:1: 3.
6. The novel lanthanum orotate composite PVC heat stabilizer according to claim 4, wherein the dropping temperature of said sodium hydroxide solution is 75 ℃, and the dropping speed is 1-3m L/min.
7. The novel lanthanum orotate composite PVC heat stabilizer according to claim 4, characterized in that: the temperature at which the precipitate was dried was 80 ℃.
CN202010271952.2A 2020-04-09 2020-04-09 Novel lanthanum orotate composite PVC heat stabilizer Withdrawn CN111423733A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113061291A (en) * 2021-03-24 2021-07-02 浙江工业大学 Polyanion metal salt, preparation method thereof and heat stabilizer

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113061291A (en) * 2021-03-24 2021-07-02 浙江工业大学 Polyanion metal salt, preparation method thereof and heat stabilizer

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